Hydrochloric Acid → 6-(4-chlorobenzoyl)-4-(3-methoxyphenyl)-1-methyl-1,8-naphthyridin-2(1H)-one
Reaktionsgleichung
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:13]3[CH:14]=[C:15]4[C:20](=[N:21][CH:22]=3)[N:19]([CH3:23])[C:18](=[O:24])[CH:17]=[C:16]4[C:25]3[CH:30]=[CH:29][CH:28]=[C:27]([O:31][CH3:32])[CH:26]=3)OCC[O:9]2)=[CH:4][CH:3]=1.Cl>O1CCOCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([C:13]2[CH:14]=[C:15]3[C:20](=[N:21][CH:22]=2)[N:19]([CH3:23])[C:18](=[O:24])[CH:17]=[C:16]3[C:25]2[CH:30]=[CH:29][CH:28]=[C:27]([O:31][CH3:32])[CH:26]=2)=[O:9])=[CH:6][CH:7]=1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 70 °C
Versuchsvorschrift
To a solution compound H (0.3 g, 0.67 mmol) in dioxane (5 mL) was added 6 N HCl (0.5 mL) at 0° C. The mixture was heated at 70° C. for 1.5 h and cooled to RT. Dioxane was removed under reduced pressure; the reaction mixture was neutralized with saturated NaHCO3 solution and extracted with EtOAc (25 mL). The organic layer was dried over Na2SO4, filtered and concentrated under reduced pressure. The crude product was purified by column chromatography to obtain 0.25 g (92%) of compound I as off-white solid.
Aufarbeitung
- temperaturecooled to RT
- customDioxane was removed under reduced pressure
- extractionextracted with EtOAc (25 mL)
- dry with materialThe organic layer was dried over Na2SO4
- filtrationfiltered
- concentrationconcentrated under reduced pressure
- customThe crude product was purified by column chromatography
Quellen und Nachweise
- ORD-Eintrag
- ord-53d884f6401743768ad800115b0d4d14
- Quelldatensatz
- uspto-grants-2013_01
- Patentnummer
- US08343996B2
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